Lost virginity to a 55yo SSBBw

Lost virginity at 20 to a 55 yo SSBBW

She had no idea I was 20 thought I was like
30+ We met back in the day of yahoo groups, a local group for BBW’s etc. She was a 55 year old divorce and we started chatting which turned into occasional flirting etc.

Overtime the chat got hotter and heavier however I never brought up I was a virgin. She then started sending me pictures of her trying on new clothes and occasionally lingerie etc. now this was a BIG woman, she was probably 350lb+ with gigantic tits and a huge ass. She had a big belly but wasn’t overly disproportioned etc. I kept dropping hints and flirting as even online I was kind of nervous etc.

Eventually one sunny day we were chatting and I said I was stressed and sore from playing rugby, she offered me a massage if I’d come over to her place and bring us some drinks. I was SUPER nervous as we’d been getting much hotter with our chat. So really nervously I got in my car, picked up some coffee and pop and went over. I’d never seen her in person to this point and found the address about 30 minutes from my parents place. Walked up to the door and knocked, she playfully asked “who is it??….” From behind the door, I played a long and she opened the door. Before my stood a huge woman with a nice cute face. She pulled me in for a hug then looked me in the eyes and stuck her tongue down my throat passionately, wow..I was taken back I didn’t think it would be like this lol…

So we go upstairs in her home and sit on the couch, we get into the drinks and make small talk. I’m hella nervous and have a hard time even looking at her. She then moves over and asks if we should start on that massage. We move to her bedroom, where she pushes me back on the bed and gives me a decent massage for 20 minutes or so, she then goes to the bathroom leaving me in my underwear on her bed. I sit up on the edge and she comes back from the bathroom wearing this mumu type overdress her tits almost falling out of it. I stand up and tell her she looks amazing etc. fumbling through this encounter I say I need to see those tits so I pull one out of her dress, they are massive probably G cup so I pull it out and start sucking. This is progressing faster than I expected. She then starts calling me “oh baby boy you’re really good at this, my baby boy etc etc. super hot” I then take a risk and say “I want to taste you” so she pulls the dress over her head and lays back on the bed her massive tits falling to the sides of her huge body. She has a nice bbw pussy but again, I’ve never eaten Pussy, nor do I know what I’m doing really lol.. so I look at her massive body laying there legs spread and dive in. Licking her large clit over and over again having really no idea. Her pussy was clean and smell free and I went at it till I thought we were done however she grabbed my head and shoved it back in there saying don’t stop!! I kept licking until she squirted all over my chin/chest. Very unexpected and again, not knowing what I was doing lol.

She then looks me in the eyes and pulls me face to face with her and asks “did you bring the condoms?!?” This is when I completely chickened out and spewed out “I thought we’d save the sex till next time” she was kind of taken back but smiled and pushed me back and then sucked my virgin cock until I blew all in her mouth without warning her she looked up at me cum dripping out of her mouth obviously annoyed and continued with the “oh baby boy you’re gonna have to warn a girl when you’re gonna cum!!” I kind of sheepishly agreed and felt like I wanted to get out of there asap. We made some more small talk then I left. Could maybe call it post nut clarity? Lol

We then continued to Chat for a while longer and she never really brought up me turning down sex. Eventually my horny self worked my virginity into out chat and she seemed to take a huge interest in it. She kept on with the “oh baby boy you’re so cute so what do you want to do? Etc my horny self kept pulling her along asking her if she wanted to take my virginity etc. she was not pushy at all but I could tell she wouldn’t mind and I played a long saying she could show me how to wear a condom etc. it went on for a while building it up until one night she asked straight up if I wanted to come over.

I went over and she had moved to a new home even closer to my parents now, she told
Me not to worry about grabbing anything and she was getting rid of her kids for the weekend and I could show up later in the night. The time rolls around and again I’m hella nervous almost shaking as I pull up and get out of my car. I walk up to the door and knock, she opens the door slightly and beckons me to come in. I open and go inside and she’s standing there in like a SSBBW chemise type thing her massive tits barely covered. She kisses me and leads me through the house back to the bedroom.

Here I basically mentally committed to losing my virginity to this woman as I figured this is about as hot as it gets. We sit on the edge of the bed kissing and her rubbing my cock through my pants. She then starts asking “baby boy is this what you want?“ I say yes for sure you’re so sexy etc. she smiles and winks at me and then pushes me back onto the bed, the room is a bit stuffy and bed is covered in blankets etc. I see lube, a box of condoms, and a dildo on the side table. She lays me down and pulls my pants off and starts jacking me off looking me in the eyes. Keeps saying the hot af baby boy you did a good job grooming yourself this time etc.

She then goes over to the end table and opens the box of condoms, I look at her and she looks back looking very eager to continue. She then lays next to me and we start deep French kissing as she continues to stroke me. She then sits up and opens the condom wrapper “you’re sure you want this?” She asks. I confirm 100% she puts the condom in the tip of my cock and starts rolling it down alternating with her mouth and hand, this alone I’m shaking almost ready to cum. She struggles a little and I end up pulling it down the rest of the way. She then lays back and pulls me on top of her “ok baby boy, I think you on top in missionary is going to give you the best taste of my big pussy” she spreads her legs as I’m on my knees in between hers with the condom on. I inch up closer as she’s spreading her lips looking me in the eyes. “Fuck me baby, I want that cock inside me, I want to be your first” i inch up closer and push my cock towards her pussy lips, her pussy is very big and it’s hard for me to find her actual vagina, she tells me “lower..lower..ok now push in baby..” I push my cock in and feel her lips wrap around me. Now obviously this was not the tightest Pussy I’ve ever had but it may have been the wettest, she lets out a gasp (probably exaggerated but super hot” she grabs my body and pulls me in so I go balls deep. This is it..I’m not a virgin anymore.. I start pumping her pussy best I know how from porn etc. probably with a very erratic rythem.

She’s licking her lips watching me between her legs, I’m barely holding on. She then asks..do you want to cum inside me for your first time??? I kind of sheepishly say, in the condom? She says no no, if you think this feels good you can try with no condom if you want..

Source: reddit.com/r/Erotica/comments/yuc2yd/lost_virginity_to_a_55yo_ssbbw